4370-74-5Relevant academic research and scientific papers
Organophotocatalytic Aerobic Oxygenation of Phenols in a Visible-Light Continuous-Flow Photoreactor
Wellauer, Jo?l,Miladinov, Dragan,Buchholz, Thomas,Schütz, Jan,Stemmler, René T.,Medlock, Jonathan A.,Bonrath, Werner,Sparr, Christof
, p. 9748 - 9752 (2021)
A mild photocatalytic phenol oxygenation enabled by a continuous-flow photoreactor using visible light and pressurized air is described herein. Products for wide-ranging applications, including the synthesis of vitamins, were obtained in high yields by precisely controlling principal process parameters. The reactor design permits low organophotocatalyst loadings to generate singlet oxygen. It is anticipated that the efficient aerobic phenol oxygenation to benzoquinones and p-quinols contributes to sustainable synthesis.
Transimination of quinone imines: A mechanism for embedding exogenous redox activity into the nucleosome
Ye, Wenjie,Seneviratne, Uthpala I.,Chao, Ming-Wei,Ravindra, Kodihalli C.,Wogan, Gerald N.,Tannenbaum, Steven R.,Skipper, Paul L.
, p. 2627 - 2629 (2012)
Aminophenols can redox cycle through the corresponding quinone imines to generate ROS. The electrophilic quinone imine intermediate can react with protein thiols as a mechanism of immobilization in vivo. Here, we describe the previously unkown transimination of a quinone imine by lysine as an alternative anchoring mechanism. The redox properties of the condensation product remain largely unchanged because the only structural change to the redox nucleus is the addition of an alkyl substituent to the imine nitrogen. Transimination enables targeting of histone proteins since histones are lysine-rich but nearly devoid of cysteines. Consequently, quinone imines can be embedded in the nucleosome and may be expected to produce ROS in maximal proximity to the genome.
